Gold(I)-catalyzed intramolecular 7-endo-dig cyclization of Triene-Yne systems: new access towards azulenothiophenes
We report the direct synthesis of new azulene derivatives through gold-catalyzed cyclization reactions. A five-membered ring as backbone in the applied triene-yne substrates turned out to be crucial to induce the 7-endo-dig cyclization mode necessary to trigger azulene formation. The obtained target...
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| Main Authors: | , , , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
26 March 2024
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| In: |
Angewandte Chemie. International edition
Year: 2024, Volume: 63, Issue: 23, Pages: 1-8 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202402481 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/anie.202402481 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202402481 
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| Author Notes: | Rebeka Eshagh Saatlo, Julian Oczlon, Jonas F. Wunsch, Matthias Rudolph, Frank Rominger, Thomas Oeser, Farshad Shiri, Alireza Ariafard, and A. Stephen K. Hashmi |
| Summary: | We report the direct synthesis of new azulene derivatives through gold-catalyzed cyclization reactions. A five-membered ring as backbone in the applied triene-yne substrates turned out to be crucial to induce the 7-endo-dig cyclization mode necessary to trigger azulene formation. The obtained targets are of high interest due to their potential applications in different fields, like organic materials, medicine or cosmetics. UV/Vis spectra and cyclic voltammetry were measured, based on these the electronic properties were determined. Short two or three step sequences towards the applied starting materials make this approach synthetically highly attractive. |
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| Item Description: | Gesehen am 19.03.2025 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202402481 |